Real Estate Investment Properties for Sale in Waukesha, WI

Looking for investment property in Waukesha, WI with high ROI ?

Explore a variety of short-term homes & houses in Waukesha, WI. Invest wisely with VRBO & Waukesha, WI Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Waukesha, WI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
608 N Grandview Boulevard Waukesha, WI Whimsical and unique, this 1930s tiny home has been beautifully renovated to offer modern ...	1 beds \| 1 baths \| 500 sq.ft.	$179,000	Airbnb cash on cash: 3.59% Traditional cash on cash: 2.93% Airbnb Rental Income: $1467 Traditional Rental Income: $922 Airbnb ROI: 3.59% Traditional ROI: 2.93%
Lt28 White Oak Way Waukesha, WI This home is a representation of the starting price to build in Skyline for the home, lot,...	5 beds \| 3 baths \| 2,200 sq.ft.	$593,690	Airbnb cash on cash: N/A Traditional cash on cash: 3.74% Airbnb Rental Income: $null Traditional Rental Income: $2946 Airbnb ROI: N/A Traditional ROI: 3.74%
Lt14 Viewpoint Ave Waukesha, WI This home is a representation of the starting price to build in Skyline for the home, lot,...	3 beds \| 2 baths \| 1,805 sq.ft.	$577,390	Airbnb cash on cash: 0.49% Traditional cash on cash: 3.05% Airbnb Rental Income: $1564 Traditional Rental Income: $2495 Airbnb ROI: 0.49% Traditional ROI: 3.05%
1825 E Racine Ave #5 Waukesha, WI Welcome Home to this inviting 2-bedroom, 2-bath end unit, filled with natural light and an...	2 beds \| 2 baths \| 1,331 sq.ft.	$265,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 3.52% Airbnb Rental Income: $1121 Traditional Rental Income: $1543 Airbnb ROI: 0.33% Traditional ROI: 3.52%
2127 Bluestem Dr #0101 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$595,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.05% Airbnb Rental Income: $1121 Traditional Rental Income: $2536 Airbnb ROI: -0.17% Traditional ROI: 3.05%
2125 Bluestem Dr #0102 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$595,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.05% Airbnb Rental Income: $1121 Traditional Rental Income: $2536 Airbnb ROI: -0.17% Traditional ROI: 3.05%
2119 Bluestem Dr #0201 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$599,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.03% Airbnb Rental Income: $1121 Traditional Rental Income: $2536 Airbnb ROI: -0.17% Traditional ROI: 3.03%
2117 Bluestem Dr #0202 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$599,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.03% Airbnb Rental Income: $1121 Traditional Rental Income: $2536 Airbnb ROI: -0.17% Traditional ROI: 3.03%
2108 Bluestem Dr #1302 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$620,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 2.89% Airbnb Rental Income: $1121 Traditional Rental Income: $2536 Airbnb ROI: -0.2% Traditional ROI: 2.89%
N19w22081 Fox View Ct #2B Waukesha, WI Location, Location, Location! Enjoy the peaceful wooded area surrounding this end unit. J...	2 beds \| 4 baths \| 4,329 sq.ft.	$849,900	Airbnb cash on cash: -0.83% Traditional cash on cash: 2.6% Airbnb Rental Income: $1121 Traditional Rental Income: $3455 Airbnb ROI: -0.83% Traditional ROI: 2.6%
S64w22000 National Ave Waukesha, WI Incredible opportunity in the Village of Vernon--14.75 acres of versatile land currently u...	3 beds \| 2 baths \| 1,600 sq.ft.	$1,250,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 0.68% Airbnb Rental Income: $1564 Traditional Rental Income: $2448 Airbnb ROI: -0.47% Traditional ROI: 0.68%
3817 White Oak Way Waukesha, WI The Bristol's impressive two-story gathering room makes an immediate impact as you enter t...	3 beds \| 3 baths \| 2,216 sq.ft.	$663,900	Airbnb cash on cash: 0.28% Traditional cash on cash: 3.35% Airbnb Rental Income: $1564 Traditional Rental Income: $3018 Airbnb ROI: 0.28% Traditional ROI: 3.35%
805 Viewpoint Ave Waukesha, WI The Skylar, Plan 2210 makes the most of everyday living spaces. This 2-story home includes...	4 beds \| 3 baths \| 2,210 sq.ft.	$702,900	Airbnb cash on cash: 1.95% Traditional cash on cash: 3.19% Airbnb Rental Income: $2921 Traditional Rental Income: $3054 Airbnb ROI: 1.95% Traditional ROI: 3.19%
801 Viewpoint Dr Waukesha, WI This unique living space includes everything that a family needs - a kitchen with plenty o...	4 beds \| 3 baths \| 2,350 sq.ft.	$671,900	Airbnb cash on cash: 2.03% Traditional cash on cash: 3.38% Airbnb Rental Income: $2921 Traditional Rental Income: $3092 Airbnb ROI: 2.03% Traditional ROI: 3.38%
804 Viewpoint Ave Waukesha, WI This split-bedroom ranch home provides ample elbow room due to its open nature. The oversi...	3 beds \| 2 baths \| 1,809 sq.ft.	$670,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 2.7% Airbnb Rental Income: $1564 Traditional Rental Income: $2644 Airbnb ROI: 0.25% Traditional ROI: 2.7%
1210 Woodbury Cmn #C Waukesha, WI Welcome home! Tucked at the end of a quiet dead-end, this private first-floor condo offers...	3 beds \| 3 baths \| 2,200 sq.ft.	$345,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 6.83% Airbnb Rental Income: $1564 Traditional Rental Income: $2979 Airbnb ROI: 1.08% Traditional ROI: 6.83%
2312 Judith Ln Waukesha, WI Move right in to this beautiful 4 bed, 2.5 bath colonial! Multiple spaces on the main floo...	4 beds \| 3 baths \| 2,269 sq.ft.	$529,900	Airbnb cash on cash: 2.07% Traditional cash on cash: 3.45% Airbnb Rental Income: $2921 Traditional Rental Income: $2929 Airbnb ROI: 2.07% Traditional ROI: 3.45%
512 E Main St Waukesha, WI This spacious and newly refreshed duplex in the heart of Waukesha offers a fantastic inves...	5 beds \| 2 baths \| N/A	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.42% Airbnb Rental Income: $null Traditional Rental Income: $2660 Airbnb ROI: N/A Traditional ROI: 6.42%
2700 Wyngate Way Waukesha, WI Experience unparalleled flexibility and space in this beautiful SW Waukesha home, offering...	5 beds \| 4 baths \| 3,465 sq.ft.	$589,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $3849 Airbnb ROI: N/A Traditional ROI: 4.47%
2119 E Broadway - #C Waukesha, WI Welcome home to this spacious Waukesha condo featuring an open concept layout with a kitch...	2 beds \| 2 baths \| 1,574 sq.ft.	$249,900	Airbnb cash on cash: -0.06% Traditional cash on cash: 4.9% Airbnb Rental Income: $1121 Traditional Rental Income: $1915 Airbnb ROI: -0.06% Traditional ROI: 4.9%
3828 White Oak Way Ave Waukesha, WI This split-bedroom ranch home provides ample elbow room due to its open nature. The oversi...	3 beds \| 2 baths \| 1,809 sq.ft.	$681,900	Airbnb cash on cash: 0.28% Traditional cash on cash: 2.63% Airbnb Rental Income: $1564 Traditional Rental Income: $2611 Airbnb ROI: 0.28% Traditional ROI: 2.63%
1139 White Rock Ave Waukesha, WI Charming and updated bungalow just steps from Frame Park and Downtown Waukesha. This 2-bed...	2 beds \| 2 baths \| 1,167 sq.ft.	$259,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 4.95% Airbnb Rental Income: $1121 Traditional Rental Income: $1785 Airbnb ROI: 0.71% Traditional ROI: 4.95%
812 Timber Ridge Ct #10 Waukesha, WI Tucked away in a quiet, serene location yet close to it all, this inviting townhouse-style...	2 beds \| 2 baths \| 1,297 sq.ft.	$257,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 5.63% Airbnb Rental Income: $1121 Traditional Rental Income: $2059 Airbnb ROI: 0.21% Traditional ROI: 5.63%
2912 N University Dr #208 Waukesha, WI Welcome to the Bastide! This beautiful south-facing second-floor unit offers gleaming hard...	2 beds \| 2 baths \| 1,453 sq.ft.	$295,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 5.25% Airbnb Rental Income: $1121 Traditional Rental Income: $2165 Airbnb ROI: 0.14% Traditional ROI: 5.25%
3402 Turnberry Oak Dr Waukesha, WI Move-in Ready. Beautifully maintained condo offers the perfect combination of comfort, sty...	2 beds \| 3 baths \| 2,192 sq.ft.	$499,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 3.35% Airbnb Rental Income: $1121 Traditional Rental Income: $2685 Airbnb ROI: -0.8% Traditional ROI: 3.35%
S31w26111 Sunset Dr Waukesha, WI Rare opportunity in the Village of Waukesha--known for its incredibly low taxes! This well...	3 beds \| 1 baths \| 1,232 sq.ft.	$360,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 3.95% Airbnb Rental Income: $1564 Traditional Rental Income: $1976 Airbnb ROI: 1.4% Traditional ROI: 3.95%
3809 White Oak Way Waukesha, WI Are you seeking a spacious floor plan to accommodate your life's needs? Look no further th...	4 beds \| 3 baths \| 2,590 sq.ft.	$745,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 3% Airbnb Rental Income: $2921 Traditional Rental Income: $3087 Airbnb ROI: 1.78% Traditional ROI: 3%
340 Frame Ave Waukesha, WI Location, location, location! quiet residential neighborhood. Very hard to find 4 family w...	N/A beds \| N/A baths \| N/A	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.85% Airbnb Rental Income: $null Traditional Rental Income: $1456 Airbnb ROI: N/A Traditional ROI: 0.85%
1005 Burr Oak Blvd Waukesha, WI Welcome home to this beautifully maintained 4 bed, 1.5 bath Colonial. Tucked away in the h...	4 beds \| 2 baths \| 1,784 sq.ft.	$374,900	Airbnb cash on cash: 3.83% Traditional cash on cash: 4.95% Airbnb Rental Income: $2921 Traditional Rental Income: $2638 Airbnb ROI: 3.83% Traditional ROI: 4.95%
114 Retzer View Ct Waukesha, WI This is an ideal home for the family that needs both communal and private spaces. The firs...	4 beds \| 1 baths \| 2,428 sq.ft.	$739,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 1.58% Airbnb Rental Income: $2921 Traditional Rental Income: $2115 Airbnb ROI: 1.77% Traditional ROI: 1.58%
110 Retzer View Ct Waukesha, WI This open-concept, split bedroom home features a centrally located kitchen with an abundan...	3 beds \| 1 baths \| 2,043 sq.ft.	$721,900	Airbnb cash on cash: 0.21% Traditional cash on cash: 1.59% Airbnb Rental Income: $1564 Traditional Rental Income: $2042 Airbnb ROI: 0.21% Traditional ROI: 1.59%
300 King William Ct Waukesha, WI Welcome home to this stunning STAIRLESS Ranch-style Condo with many updates in the highly ...	3 beds \| 3 baths \| 1,709 sq.ft.	$424,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 3.73% Airbnb Rental Income: $1564 Traditional Rental Income: $2459 Airbnb ROI: 0.35% Traditional ROI: 3.73%
1030 River Place Blvd #4 Waukesha, WI 2BR/2BA (plus an office!) 1,300+ sq. ft., 2nd floor unit in Waukesha's River View Condos! ...	2 beds \| 2 baths \| 1,353 sq.ft.	$299,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 4.86% Airbnb Rental Income: $1121 Traditional Rental Income: $2091 Airbnb ROI: 0.09% Traditional ROI: 4.86%
1705 Chapman Dr Waukesha, WI Welcome to 1705 Chapman in Waukesha a well-maintained 3-bedroom brick ranch located in a h...	3 beds \| 2 baths \| 1,586 sq.ft.	$355,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 4.6% Airbnb Rental Income: $1564 Traditional Rental Income: $2424 Airbnb ROI: 0.67% Traditional ROI: 4.6%
618 Lee Ct Waukesha, WI Long-time owners offer this nicely updated multi-level home that features a large backyard...	3 beds \| 2 baths \| 1,319 sq.ft.	$339,500	Airbnb cash on cash: 0.97% Traditional cash on cash: 3.75% Airbnb Rental Income: $1564 Traditional Rental Income: $1999 Airbnb ROI: 0.97% Traditional ROI: 3.75%
1810 Patricia Ln Waukesha, WI Exceptional 4 bedroom 3 bath home located on a quiet no thru street! Home features a spaci...	4 beds \| 3 baths \| 2,144 sq.ft.	$440,000	Airbnb cash on cash: 2.95% Traditional cash on cash: 4.09% Airbnb Rental Income: $2921 Traditional Rental Income: $2713 Airbnb ROI: 2.95% Traditional ROI: 4.09%
319 Jasper Ln Waukesha, WI Discover comfort and convenience at this charming Waukesha home! The home offers a spaciou...	3 beds \| 1 baths \| 910 sq.ft.	$269,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.14% Airbnb Rental Income: $1564 Traditional Rental Income: $1532 Airbnb ROI: 1.5% Traditional ROI: 3.14%
1542 Whiterock Ave #1544 Waukesha, WI Fantastic investment opportunity in a desirable Waukesha neighborhood! This well-maintaine...	6 beds \| 4 baths \| N/A	$429,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.95% Airbnb Rental Income: $null Traditional Rental Income: $3807 Airbnb ROI: N/A Traditional ROI: 6.95%
407 Greenwood Ave Waukesha, WI Rare and unique investment opportunity in Waukesha! This property includes a duplex plus a...	N/A beds \| N/A baths \| N/A	$379,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.79% Airbnb Rental Income: $null Traditional Rental Income: $1436 Airbnb ROI: N/A Traditional ROI: 1.79%
1522 Roxbury Way #122 Waukesha, WI Welcome to this warm and welcoming 2-bedroom, 2.5-bath condo in The Villas of Waukesha, of...	2 beds \| 3 baths \| 1,692 sq.ft.	$325,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 5.35% Airbnb Rental Income: $1121 Traditional Rental Income: $2389 Airbnb ROI: -0.03% Traditional ROI: 5.35%

Real Estate investment in Waukesha, WI

There are 44 properties for sale in the city of Waukesha . The median list price in Waukesha is $499,500 and the average price per square foot is $267. In December 2025, the average monthly cash on cash return in Waukesha is 3.00%. The average monthly rental income in Waukesha is $2,495.

Waukesha, WI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 44 investment properties available for sale in Waukesha.

In 2025, the best neighborhood to buy investment property is Waukesha.

The ROI for Short-Term is higher than the Long-Term in Waukesha with average rental income of $1,564.

Your search for investment property begins and ends here

Investment Property for Sale in Waukesha, WI

608 N Grandview Boulevard

Waukesha, WI

1 beds | 1 baths | 500 sq.ft.

$179,000

Airbnb cash on cash: 3.59%

Traditional cash on cash: 2.93%

Airbnb Rental Income: $1467

Traditional Rental Income: $922

Airbnb ROI: 3.59%

Traditional ROI: 2.93%

Lt28 White Oak Way

Waukesha, WI

5 beds | 3 baths | 2,200 sq.ft.

$593,690

Airbnb cash on cash: N/A

Traditional cash on cash: 3.74%

Airbnb Rental Income: $null

Traditional Rental Income: $2946

Airbnb ROI: N/A

Traditional ROI: 3.74%

Lt14 Viewpoint Ave

Waukesha, WI

3 beds | 2 baths | 1,805 sq.ft.

$577,390

Airbnb cash on cash: 0.49%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1564

Traditional Rental Income: $2495

Airbnb ROI: 0.49%

Traditional ROI: 3.05%

1825 E Racine Ave #5

Waukesha, WI

2 beds | 2 baths | 1,331 sq.ft.

$265,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 3.52%

Airbnb Rental Income: $1121

Traditional Rental Income: $1543

Airbnb ROI: 0.33%

Traditional ROI: 3.52%

2127 Bluestem Dr #0101

Waukesha, WI

2 beds | 2 baths | 1,600 sq.ft.

$595,900

Airbnb cash on cash: -0.17%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1121

Traditional Rental Income: $2536

Airbnb ROI: -0.17%

Traditional ROI: 3.05%

2125 Bluestem Dr #0102

Waukesha, WI

2 beds | 2 baths | 1,600 sq.ft.

$595,900

Airbnb cash on cash: -0.17%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1121

Traditional Rental Income: $2536

Airbnb ROI: -0.17%

Traditional ROI: 3.05%

2119 Bluestem Dr #0201

Waukesha, WI

2 beds | 2 baths | 1,600 sq.ft.

$599,900

Airbnb cash on cash: -0.17%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $1121

Traditional Rental Income: $2536

Airbnb ROI: -0.17%

Traditional ROI: 3.03%

2117 Bluestem Dr #0202

Waukesha, WI

2 beds | 2 baths | 1,600 sq.ft.

$599,900

Airbnb cash on cash: -0.17%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $1121

Traditional Rental Income: $2536

Airbnb ROI: -0.17%